NP-MRD: Showing NP-Card for (9z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0²,⁴]hexadeca-9,12-diene-14-carbaldehyde (NP0272131)

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Record Information

Version

1.0

Created at

2022-09-08 18:38:47 UTC

Updated at

2022-09-08 18:38:47 UTC

NP-MRD ID

NP0272131

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(9z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0²,⁴]hexadeca-9,12-diene-14-carbaldehyde

Description

Saponaroxin B belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. (9z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0²,⁴]hexadeca-9,12-diene-14-carbaldehyde is found in Alternaria saponariae. It was first documented in 2022 (PMID: 36109141). Based on a literature review a significant number of articles have been published on Saponaroxin B (PMID: 36109082) (PMID: 36109030) (PMID: 36108988) (PMID: 36108987).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082220382D          

 28 30  0  0  0  0            999 V2000
    4.8761    0.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916    0.6007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9203   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7448   -0.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1553    0.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0402    0.9194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5054   -0.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1178    0.3226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7208   -0.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1075   -0.1091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204   -1.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705   -1.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3855   -1.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2024   -1.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9617   -1.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0767   -2.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5848   -2.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834   -2.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6862   -2.0597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1675   -3.3205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8175   -2.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6106   -3.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5350   -2.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7492   -1.7859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8363   -1.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1451   -0.4211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3281   -0.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0354   -1.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 13 28  1  0  0  0  0
  3 28  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
   -3.0621   -0.9691    2.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9331   -0.5879    1.5310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7595   -1.0887    0.2819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7434   -2.5809    0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8464   -0.7881   -0.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6228   -1.5581   -1.1741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8651    0.6316   -1.0135 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0982    1.0445   -0.3851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0671    0.9744   -2.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1969    0.7616   -3.2390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7900    1.4190   -0.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2131    2.8287   -0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5450    0.9594    0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3068    1.9849    0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0560    3.2307    0.3802 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4911    2.0015    1.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7922    1.9126    1.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3941    1.7784   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9191    2.8433   -0.7222 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6221    0.7922   -1.1012 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6741   -0.6412   -0.8152 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0725   -0.9167   -0.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7002   -0.7669    0.2920 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3103   -0.7197    1.4748 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6843   -1.8521    0.3300 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7319   -1.7559    1.3179 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4382   -1.5155   -0.1140 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4349   -0.4504   -0.2918 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9885   -0.7123    1.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0951   -0.3724    3.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9656   -2.0270    2.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0748   -3.1045    0.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8650   -3.0182   -0.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7784   -2.8344    0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8505    0.7319   -0.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9858    1.4161   -2.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3451    2.9237   -0.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001    3.5377   -0.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1547    3.1634    0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3816    2.1183    2.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5344    1.9597    1.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4607   -1.2062   -1.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5905   -1.6753   -0.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6926   -0.0111   -0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0497   -1.3526    0.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9952    0.0001   -0.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7775   -0.7562    2.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1603   -2.8437    0.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0299   -2.4580   -0.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6721   -0.4506   -1.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3  4  1  0
  3 28  1  0
 28 27  1  0
 27 26  1  0
 26 25  1  0
 25 23  1  0
 23 24  1  0
 23 21  1  0
 21 22  1  0
 21 20  1  0
 20 18  1  0
 18 19  2  0
 18 17  1  0
 17 16  2  0
 16 14  1  0
 14 15  2  0
 14 13  1  0
 13 11  2  0
 11 12  1  0
 11  7  1  0
  7  8  1  1
  7  9  1  0
  9 10  2  0
  7  5  1  0
  5  6  2  0
  5  3  1  0
 13 28  1  0
 25 27  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  4 33  1  0
  4 34  1  0
 28 50  1  6
 27 49  1  6
 25 48  1  6
 23 46  1  1
 24 47  1  0
 21 42  1  6
 22 43  1  0
 22 44  1  0
 22 45  1  0
 17 41  1  0
 16 40  1  0
 12 37  1  0
 12 38  1  0
 12 39  1  0
  8 35  1  0
  9 36  1  0
M  END


  Mrv1652309082220382D          

 28 30  0  0  0  0            999 V2000
    4.8761    0.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916    0.6007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9203   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7448   -0.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1553    0.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0402    0.9194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5054   -0.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1178    0.3226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7208   -0.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1075   -0.1091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204   -1.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705   -1.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3855   -1.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2024   -1.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9617   -1.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0767   -2.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5848   -2.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834   -2.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6862   -2.0597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1675   -3.3205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8175   -2.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6106   -3.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5350   -2.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7492   -1.7859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8363   -1.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1451   -0.4211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3281   -0.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0354   -1.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 13 28  1  0  0  0  0
  3 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0272131

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1(C)C2C3OC3C(O)C(C)OC(=O)\C=C/C(=O)C2=C(C)C(O)(C=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O9/c1-8-12-10(21)5-6-11(22)27-9(2)14(23)16-15(28-16)13(12)18(3,26-4)17(24)19(8,25)7-20/h5-7,9,13-16,23,25H,1-4H3/b6-5-

> <INCHI_KEY>
FUDHTBJIPBKNHA-WAYWQWQTSA-N

> <FORMULA>
C19H22O9

> <MOLECULAR_WEIGHT>
394.376

> <EXACT_MASS>
394.126382288

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
37.185636995399236

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9Z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0^{2,4}]hexadeca-9,12-diene-14-carbaldehyde

> <JCHEM_LOGP>
0.0610452526666683

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.121001990072514

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.797137654623775

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6215805088568347

> <JCHEM_POLAR_SURFACE_AREA>
139.73

> <JCHEM_REFRACTIVITY>
94.33409999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(9Z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0^{2,4}]hexadeca-9,12-diene-14-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       9.102   1.598   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.638   1.121   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.318  -0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.857  -0.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.890   0.191   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.675   1.716   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.677  -0.757   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.953   0.602   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.212  -1.234   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.067  -0.204   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.891  -2.282   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.678  -3.231   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.320  -2.859   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.844  -2.644   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.262  -2.042   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.743  -4.287   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.692  -5.500   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.369  -5.337   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.747  -3.845   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.646  -6.198   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.859  -5.250   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.340  -5.674   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.332  -3.803   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.865  -3.334   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      10.894  -2.214   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      11.471  -0.786   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.946  -1.001   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.533  -1.910   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5   28                                             
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9   11                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9                                                            
CONECT   11    7   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   28                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25   27                                                       
CONECT   27   26   25   28                                                  
CONECT   28   27   13    3                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₂O₉

Average Mass

394.3760 Da

Monoisotopic Mass

394.12638 Da

IUPAC Name

(9Z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0^{2,4}]hexadeca-9,12-diene-14-carbaldehyde

Traditional Name

(9Z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0^{2,4}]hexadeca-9,12-diene-14-carbaldehyde

CAS Registry Number

Not Available

SMILES

COC1(C)C2C3OC3C(O)C(C)OC(=O)\C=C/C(=O)C2=C(C)C(O)(C=O)C1=O

InChI Identifier

InChI=1S/C19H22O9/c1-8-12-10(21)5-6-11(22)27-9(2)14(23)16-15(28-16)13(12)18(3,26-4)17(24)19(8,25)7-20/h5-7,9,13-16,23,25H,1-4H3/b6-5-

InChI Key

FUDHTBJIPBKNHA-WAYWQWQTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Alternaria saponariae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Acyloin
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Aldehyde
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.061	ChemAxon
pKa (Strongest Acidic)	10.8	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	139.73 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.33 m³·mol⁻¹	ChemAxon
Polarizability	37.19 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78444239

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132527839

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kartnig F, Mrak D, Simader E, Tobudic S, Radner H, Mandl P, Goschl L, Hommer N, Mayer M, Hofer P, Hummel T, Deimel T, Gessl I, Puchner A, Kerschbaumer A, Thalhammer R, Handisurya A, Kain R, Winkler S, Smolen JS, Stiasny K, Perkmann T, Haslacher H, Aberle JH, Aletaha D, Heinz LX, Sieghart D, Bonelli M: Safety and immunogenicity of a third COVID-19 vaccination in patients with immune-mediated inflammatory diseases compared with healthy controls. Ann Rheum Dis. 2022 Sep 15. pii: ard-2022-222682. doi: 10.1136/ard-2022-222682. [PubMed:36109141 ]
Webers C, van Tubergen A, Vonkeman HE, Boonen A: Impact of the COVID-19 pandemic on work productivity in patients with spondyloarthritis: results from the Dutch SpA-Net registry. RMD Open. 2022 Sep;8(2). pii: rmdopen-2022-002447. doi: 10.1136/rmdopen-2022-002447. [PubMed:36109082 ]
Bendig E, Schmitt A, Wittenberg A, Kulzer B, Hermanns N, Moshagen M, Baumeister H: ACTonDiabetes: study protocol of a pragmatic randomised controlled trial for the evaluation of an acceptance and commitment-based internet-based and mobile-based intervention for adults living with type 1 or type 2 diabetes. BMJ Open. 2022 Sep 15;12(9):e059336. doi: 10.1136/bmjopen-2021-059336. [PubMed:36109030 ]
Yadav N: Pyrimethamine induces phototoxicity in human keratinocytes via lysosomal and mitochondrial dependent signaling pathways under environmental UVA and UVB exposure. Toxicology. 2022 Sep;479:153320. doi: 10.1016/j.tox.2022.153320. Epub 2022 Sep 13. [PubMed:36108988 ]
Zhao J, Xu J, Zhang Z, Shao Z, Meng D: Barrigenol-like triterpenoid saponins from the husks of Xanthoceras sorbifolia bunge and their anti-inflammatory activity by inhibiting COX-2 and iNOS expression. Phytochemistry. 2022 Sep 13;204:113430. doi: 10.1016/j.phytochem.2022.113430. [PubMed:36108987 ]
LOTUS database [Link]

Showing NP-Card for (9z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0²,⁴]hexadeca-9,12-diene-14-carbaldehyde (NP0272131)

MOL for NP0272131 ((9z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0²,⁴]hexadeca-9,12-diene-14-carbaldehyde)

3D MOL for NP0272131 ((9z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0²,⁴]hexadeca-9,12-diene-14-carbaldehyde)

3D SDF for NP0272131 ((9z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0²,⁴]hexadeca-9,12-diene-14-carbaldehyde)

3D-SDF for NP0272131 ((9z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0²,⁴]hexadeca-9,12-diene-14-carbaldehyde)

PDB for NP0272131 ((9z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0²,⁴]hexadeca-9,12-diene-14-carbaldehyde)

3D PDB for NP0272131 ((9z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0²,⁴]hexadeca-9,12-diene-14-carbaldehyde)

SMILES for NP0272131 ((9z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0²,⁴]hexadeca-9,12-diene-14-carbaldehyde)

INCHI for NP0272131 ((9z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0²,⁴]hexadeca-9,12-diene-14-carbaldehyde)

Structure for NP0272131 ((9z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0²,⁴]hexadeca-9,12-diene-14-carbaldehyde)

3D Structure for NP0272131 ((9z)-5,14-dihydroxy-16-methoxy-6,13,16-trimethyl-8,11,15-trioxo-3,7-dioxatricyclo[10.4.0.0²,⁴]hexadeca-9,12-diene-14-carbaldehyde)